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For sale
  • Price cut: $25K (10/14)
    $2,450,000

    83-85 Highland St, Roxbury, MA 02119

    15beds
    5,748sqft
    : 
    $15,570/mo
    Get pre-qualified
    3 Family
    Built in 1900
    -- sqft lot
    $-- Zestimate®
    $426/sqft
    $-- HOA

    What's special

    In-unit laundryRenovated kitchensThree expansive residences
    Rarely available at this scale, this substantial Fort Hill three-family offers 15 bedrooms, 6 bathrooms, nearly 5,750 square feet of rentable living area, strong in-place income, and a current 6.76% cap rate in one of Boston’s most strategically located rental markets. Each of the three expansive residences features 5 bedrooms and 2 full bathrooms, with renovated kitchens and 2 full bathrooms and the added convenience of in-unit laundry. Fully leased through August 31, 2027, the property currently generates $16,725 per month and $200,700 in annual gross rental income, providing immediate, stabilized cash flow with a projected 7.28% cap rate by September 1, 2027. Ideally positioned in historic Fort Hill, the property combines neighborhood character with exceptional access to some of Boston’s largest employment, educational, and medical centers. Located between the Jackson Square and Roxbury Crossing Orange Line stations, with additional public transportation nearby, the property offers convenient connectivity throughout Boston and is close to Northeastern University, Wentworth, MassArt, and the Longwood Medical and Academic Area. Longwood, just down the road, is home to Brigham and Women’s Hospital, Boston Children’s Hospital, Beth Israel Deaconess Medical Center, Dana-Farber Cancer Institute, Harvard Medical School, and numerous other healthcare, research, and academic institutions. With three large 5-bedroom residences, renovated interiors, in-unit laundry, strong existing income, long-term leases, and proximity to transit, universities, and Longwood, this is a compelling opportunity to acquire a stabilized, high-capacity income-producing asset in a well-connected Boston neighborhood.
    46 days
    130
    3

    Zillow last checked:

    Listing updated:

    Listed by:

    Mission Realty Advisors 617-942-1609,

    Compass 617-752-6845

    Source: MLS PIN,MLS#: 73577201

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 15
      • Bathrooms: 6
      • Full bathrooms: 6
      Heating
      • Natural Gas
      Cooling
      • Central Air, Window Unit(s)
      Appliances
      • Included: Oven, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
      Features
      • Storage, Stone/Granite/Solid Counters, Bathroom with Shower Stall, Bathroom With Tub, Smart Thermostat, Open Floorplan, Living Room, Kitchen
      • Flooring: Wood, Hardwood
      • Basement: Dirt Floor
      • Has fireplace: No
      Interior area
      • Total structure area: 5,748
      • Total interior livable area: 5,748 sqft
      • Finished area above ground: 5,748

      Property

      Parking
      • Parking features: On Street
      • Has uncovered spaces: Yes
      Lot
      • Size: 1,931 Square Feet
      • Features: Corner Lot
      Details
      • Parcel number: 3395226
      • Zoning: 0013

      Construction

      Type & style
      • Home type: MultiFamily
      • Property subtype: 3 Family
      Materials
      • Brick
      • Foundation: Concrete Perimeter
      • Roof: Rubber
      Condition
      • Year built: 1900

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Features: Public Transportation, Shopping, Park, Public School
      Location
      • Region: Roxbury

      Financial & listing details

      • Price per square foot: $426/sqft
      • Tax assessed value: $730,000
      • Annual tax amount: $12,776
      • Date on market: 9/15/2026
      • Total actual rent: 16725

        Estimated market value

        Not available

        Estimated sales range

        Not available

        $5,197/mo

        Price history

        DateEventPrice
        10/14/2026Price change$2,450,000-1%$426/sqft
        Source: MLS PIN #73577201 Report a problem
        9/15/2026Listed for sale$2,475,000+80%$431/sqft
        Source: MLS PIN #73577201 Report a problem
        10/22/2019Sold$1,375,000+4483.3%$239/sqft
        Source: Public Record Report a problem
        2/28/1992Sold$30,000$5/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $722,100 -4.6%
        2024-- $756,700 -2%
        2023-- $772,500 +6.2%
        2022-- $727,500 -1%
        2021-- $734,700 +1.6%
        2020-- $722,800 +0.8%
        2019-- $717,000 +6.9%
        2018$2,235 $670,500 +5.1%
        2017$2,235 $638,000 +19.1%
        2016-- $535,500 +28.6%
        2015-- $416,500 +58.1%
        2011-- $263,500 -2%
        2010-- $269,000 -8.3%
        2009-- $293,500 +6.3%
        2008-- $276,000 +2%
        2007-- $270,500
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: Roxbury

        Getting around

        56 / 100
        Somewhat Walkable
        66 / 100
        Bikeable

        Nearby schools

        GreatSchools rating

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